data_HFP
# 
_chem_comp.id                                    HFP 
_chem_comp.name                                  "ALPHA-HYDROXYFARNESYLPHOSPHONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H33 O4 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        308.394 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HFP 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1QBQ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
HFP P    P    P 0 1 N N N 197.766 126.093 32.632 -0.845 -0.253 -5.341 P    HFP 1  
HFP O1P  O1P  O 0 1 N N N 198.940 126.952 32.626 -1.090 -1.704 -5.183 O1P  HFP 2  
HFP O2P  O2P  O 0 1 N N N 198.085 124.646 33.135 -2.219 0.481  -5.747 O2P  HFP 3  
HFP O3P  O3P  O 0 1 N N N 196.626 126.679 33.489 0.251  -0.016 -6.495 O3P  HFP 4  
HFP C1   C1   C 0 1 N N S 197.153 125.963 30.905 -0.231 0.434  -3.768 C1   HFP 5  
HFP O1   O1   O 0 1 N N N 197.357 127.221 30.233 0.004  1.835  -3.920 O1   HFP 6  
HFP C2   C2   C 0 1 N N N 195.674 125.647 30.919 1.074  -0.264 -3.381 C2   HFP 7  
HFP C3   C3   C 0 1 N N R 195.105 124.790 30.058 1.524  0.223  -2.003 C3   HFP 8  
HFP C4   C4   C 0 1 N N N 195.935 124.097 29.006 2.901  -0.361 -1.680 C4   HFP 9  
HFP C5   C5   C 0 1 N N N 193.612 124.512 30.122 0.516  -0.232 -0.946 C5   HFP 10 
HFP C6   C6   C 0 1 N N N 193.131 124.285 31.586 0.967  0.255  0.431  C6   HFP 11 
HFP C7   C7   C 0 1 N N N 191.907 123.381 31.606 -0.041 -0.199 1.488  C7   HFP 12 
HFP C8   C8   C 0 1 N N R 191.090 123.303 32.673 0.409  0.287  2.867  C8   HFP 13 
HFP C9   C9   C 0 1 N N N 191.385 124.114 33.912 1.785  -0.296 3.189  C9   HFP 14 
HFP C10  C10  C 0 1 N N N 189.871 122.388 32.671 -0.599 -0.167 3.923  C10  HFP 15 
HFP C11  C11  C 0 1 N N N 188.772 122.930 31.786 -0.148 0.319  5.302  C11  HFP 16 
HFP C12  C12  C 0 1 N N N 187.511 122.095 31.972 -1.156 -0.135 6.358  C12  HFP 17 
HFP C13  C13  C 0 1 N N N 186.338 122.382 31.355 -0.706 0.352  7.737  C13  HFP 18 
HFP C14  C14  C 0 1 N N N 186.207 123.561 30.417 -1.714 -0.103 8.794  C14  HFP 19 
HFP C15  C15  C 0 1 N N N 185.112 121.515 31.574 0.670  -0.232 8.060  C15  HFP 20 
HFP HO2  HO2  H 0 1 N N N 197.318 124.085 33.138 -2.509 0.089  -6.582 HO2  HFP 21 
HFP HO3  HO3  H 0 1 N N N 195.859 126.118 33.492 0.381  0.939  -6.565 HO3  HFP 22 
HFP H1   H1   H 0 1 N N N 197.706 125.153 30.373 -0.974 0.273  -2.986 H1   HFP 23 
HFP HO1  HO1  H 0 1 N N N 197.040 127.153 29.340 0.666  1.932  -4.619 HO1  HFP 24 
HFP H21  1H2  H 0 1 N N N 195.414 125.308 31.949 1.842  -0.031 -4.118 H21  HFP 25 
HFP H22  2H2  H 0 1 N N N 195.124 126.614 30.840 0.914  -1.342 -3.351 H22  HFP 26 
HFP H3   H3   H 0 1 N N N 195.657 125.028 30.996 1.583  1.311  -2.004 H3   HFP 27 
HFP H41  1H4  H 0 1 N N N 195.462 123.384 28.290 2.823  -1.444 -1.587 H41  HFP 28 
HFP H42  2H4  H 0 1 N N N 196.475 124.875 28.418 3.597  -0.114 -2.481 H42  HFP 29 
HFP H43  3H4  H 0 1 N N N 196.777 123.573 29.514 3.263  0.058  -0.742 H43  HFP 30 
HFP H51  1H5  H 0 1 N N N 193.026 125.318 29.621 0.457  -1.320 -0.945 H51  HFP 31 
HFP H52  2H5  H 0 1 N N N 193.328 123.657 29.463 -0.464 0.184  -1.176 H52  HFP 32 
HFP H61  1H6  H 0 1 N N N 193.947 123.893 32.236 1.025  1.344  0.430  H61  HFP 33 
HFP H62  2H6  H 0 1 N N N 192.945 125.247 32.116 1.947  -0.160 0.661  H62  HFP 34 
HFP H71  1H7  H 0 1 N N N 191.282 123.637 30.719 -0.100 -1.288 1.489  H71  HFP 35 
HFP H72  2H7  H 0 1 N N N 192.245 122.347 31.362 -1.022 0.216  1.258  H72  HFP 36 
HFP H8   H8   H 0 1 N N N 190.986 123.518 31.583 0.467  1.376  2.866  H8   HFP 37 
HFP H91  1H9  H 0 1 N N N 190.708 124.049 34.795 1.727  -1.385 3.190  H91  HFP 38 
HFP H92  2H9  H 0 1 N N N 192.423 123.882 34.245 2.504  0.027  2.437  H92  HFP 39 
HFP H93  3H9  H 0 1 N N N 191.478 125.185 33.617 2.106  0.050  4.172  H93  HFP 40 
HFP H101 1H10 H 0 0 N N N 190.144 121.344 32.388 -0.657 -1.256 3.924  H101 HFP 41 
HFP H102 2H10 H 0 0 N N N 189.503 122.196 33.706 -1.579 0.248  3.693  H102 HFP 42 
HFP H111 1H11 H 0 0 N N N 188.587 124.015 31.960 -0.089 1.408  5.301  H111 HFP 43 
HFP H112 2H11 H 0 0 N N N 189.083 122.990 30.717 0.832  -0.096 5.532  H112 HFP 44 
HFP H121 1H12 H 0 0 N N N 187.769 121.039 31.722 -1.215 -1.224 6.359  H121 HFP 45 
HFP H122 2H12 H 0 0 N N N 187.307 122.038 33.066 -2.137 0.280  6.128  H122 HFP 46 
HFP H13  H13  H 0 1 N N N 187.243 122.485 31.997 -0.647 1.440  7.736  H13  HFP 47 
HFP H141 1H14 H 0 0 N N N 185.242 123.797 29.909 -1.393 0.243  9.776  H141 HFP 48 
HFP H142 2H14 H 0 0 N N N 186.539 124.473 30.964 -2.695 0.313  8.564  H142 HFP 49 
HFP H143 3H14 H 0 0 N N N 186.992 123.464 29.632 -1.773 -1.191 8.795  H143 HFP 50 
HFP H151 1H15 H 0 0 N N N 184.147 121.751 31.066 0.611  -1.321 8.061  H151 HFP 51 
HFP H152 2H15 H 0 0 N N N 185.383 120.461 31.330 1.388  0.091  7.307  H152 HFP 52 
HFP H153 3H15 H 0 0 N N N 184.921 121.453 32.670 0.991  0.114  9.042  H153 HFP 53 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
HFP P   O1P  DOUB N N 1  
HFP P   O2P  SING N N 2  
HFP P   O3P  SING N N 3  
HFP P   C1   SING N N 4  
HFP O2P HO2  SING N N 5  
HFP O3P HO3  SING N N 6  
HFP C1  O1   SING N N 7  
HFP C1  C2   SING N N 8  
HFP C1  H1   SING N N 9  
HFP O1  HO1  SING N N 10 
HFP C2  C3   SING N N 11 
HFP C2  H21  SING N N 12 
HFP C2  H22  SING N N 13 
HFP C3  C4   SING N N 14 
HFP C3  C5   SING N N 15 
HFP C3  H3   SING N N 16 
HFP C4  H41  SING N N 17 
HFP C4  H42  SING N N 18 
HFP C4  H43  SING N N 19 
HFP C5  C6   SING N N 20 
HFP C5  H51  SING N N 21 
HFP C5  H52  SING N N 22 
HFP C6  C7   SING N N 23 
HFP C6  H61  SING N N 24 
HFP C6  H62  SING N N 25 
HFP C7  C8   SING N N 26 
HFP C7  H71  SING N N 27 
HFP C7  H72  SING N N 28 
HFP C8  C9   SING N N 29 
HFP C8  C10  SING N N 30 
HFP C8  H8   SING N N 31 
HFP C9  H91  SING N N 32 
HFP C9  H92  SING N N 33 
HFP C9  H93  SING N N 34 
HFP C10 C11  SING N N 35 
HFP C10 H101 SING N N 36 
HFP C10 H102 SING N N 37 
HFP C11 C12  SING N N 38 
HFP C11 H111 SING N N 39 
HFP C11 H112 SING N N 40 
HFP C12 C13  SING N N 41 
HFP C12 H121 SING N N 42 
HFP C12 H122 SING N N 43 
HFP C13 C14  SING N N 44 
HFP C13 C15  SING N N 45 
HFP C13 H13  SING N N 46 
HFP C14 H141 SING N N 47 
HFP C14 H142 SING N N 48 
HFP C14 H143 SING N N 49 
HFP C15 H151 SING N N 50 
HFP C15 H152 SING N N 51 
HFP C15 H153 SING N N 52 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
HFP SMILES           ACDLabs              10.04 O=P(O)(O)C(O)CC(CCCC(C)CCCC(C)C)C                                                                                                     
HFP InChI            InChI                1.02b InChI=1/C15H33O4P/c1-12(2)7-5-8-13(3)9-6-10-14(4)11-15(16)20(17,18)19/h12-16H,5-11H2,1-4H3,(H2,17,18,19)/t13-,14-,15+/m1/s1/f/h17-18H 
HFP InChIKey         InChI                1.02b IJNCEETVCWDDQB-BPDXGCDQDS                                                                                                             
HFP SMILES_CANONICAL CACTVS               3.341 CC(C)CCC[C@@H](C)CCC[C@@H](C)C[C@@H](O)[P](O)(O)=O                                                                                    
HFP SMILES           CACTVS               3.341 CC(C)CCC[CH](C)CCC[CH](C)C[CH](O)[P](O)(O)=O                                                                                          
HFP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)CCCC(C)CCCC(C)C[C@@H](O)P(=O)(O)O                                                                                                
HFP SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CCCC(C)CCCC(C)CC(O)P(=O)(O)O                                                                                                     
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
HFP "SYSTEMATIC NAME" ACDLabs              10.04 "[(1S,3R,7R)-1-hydroxy-3,7,11-trimethyldodecyl]phosphonic acid" 
HFP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1S)-1-hydroxy-3,7,11-trimethyl-dodecyl]phosphonic acid"      
# 
